ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate

• ChemBase ID: 101004
• Molecular Formular: C17H17BrN2O5
• Molecular Mass: 409.23128
• Monoisotopic Mass: 408.03208365
• SMILES: C1(=C(Oc2c(C1C(C(=O)OCC)C#N)cc(cc2)Br)N)C(=O)OCC
• Canonical SMILES: CCOC(=O)C(C1C(=C(N)Oc2c1cc(Br)cc2)C(=O)OCC)C#N
• InChI: InChI=1S/C17H17BrN2O5/c1-3-23-16(21)11(8-19)13-10-7-9(18)5-6-12(10)25-15(20)14(13)17(22)24-4-2/h5-7,11,13H,3-4,20H2,1-2H3
• InChIKey: SXJDCULZDFWMJC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate
• IUPAC Traditional name: ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate
• Synonyms: ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate; 2-Amino-6-bromo-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic acid ethyl ester; Ethyl [2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)]-4H-chromene-3-carboxylate; HA 14-1

Database IDs

• CAS Number: 65673-63-4
• MDL Number: MFCD00218213
• PubChem SID: 162087010; 24724505
• PubChem CID: 3549

CALCULATED PROPERTIES

• Acid pKa: 5.723133
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.3950248
• LogD (pH = 7.4): 1.1031803
• Log P: 2.5994291
• Molar Refractivity: 102.2043 cm^3
• Polarizability: 35.767746 Å^3
• Polar Surface Area: 111.64 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble26 mg/mL
• Apperance: powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... BCL2(596)mouse ... BCL2(12043)rat ... BCL2(24224)

Product Information

• Purity: ≥95% (CHN/NMR); 95%
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C17H17BrN2O5

DETAILS

Sigma Aldrich - H8787

Biochem/physiol Actions
HA 14-1 is a nonpeptide apoptosis inducer; Bcl-2 antagonist.